26 May – 1 June 2025
Not sure where to be this week? Every week in partnership with Gamma, we present a hand-picked selection of the five most compelling events taking place in and around Tallinn – it’s time to plan your week with purpose.
International Dog Show “Estonian Winner 2025”
Indoor arena, Eesti Jalgpalli Liit, Tallinn
From May 31 to June 1
Dog lovers are in for a treat as the International Dog Show “Estonian Winner 2025” returns, bringing together over 2,000 dogs from a wide range of breeds. This highly anticipated event is a must for anyone passionate about canine companions, from curious visitors to seasoned breeders.
Visitors can explore a vibrant showcase of dog breeds and meet long-time breeders happy to share their expertise. Tickets are €5 per day for individual visitors and €12 per day for families (2 adults and 2 children).
Toidutänav 2025 – Estonia’s biggest street food festival
Vanasadama Kruiisiala, Logi 6, Tallinn
From 30 May to 1 June
One of Estonia’s tastiest traditions on wheels, Toidutänav has been spicing up cities since 2020. Now a national favourite, this travelling street food fest dishes out the biggest and boldest selection of eats in the country – from juicy burgers to global bites you didn’t know you craved.
But it’s not just about the food. Expect live bands, DJ sets, quirky competitions and the crowd-pleasing Tivoli Park for the little (and big) kids. Entry’s just €5, and it’s free for under-sevens – so bring your appetite and your crew.
HeadRead Literary Festival 2025
Various venues in Tallinn
From 28 May to 1 June
A gem in Estonia’s cultural calendar, the Tallinn HeadRead Literary Festival is an intimate and vibrant celebration of literature, hosted by local writers, translators and publishers. Held in late spring as the Estonian summer begins to bloom, the festival brings together authors from around the world for days of lively conversations, readings and unforgettable encounters – both on and off the podium.
Set against Tallinn’s beautifully preserved backdrop, HeadRead offers a uniquely sharp, engaging and concentrated literary experience. While some sessions require preregistration, most events are free of charge, making it one of the most accessible and enriching festivals of the season.
Champions League Final 2025 Watch Party
Heldeke!, Tööstuse 13, Tallinn
Saturday, 31 May from 21.30
Footie fans, this one’s for you. Catch PSG take on Inter in a high-stakes clash, shown live on two giant screens for that proper stadium buzz – minus the overpriced snacks.
Bring your mates, bring your own grub, and settle in for 90 minutes of edge-of-your-seat action. The bar’s fully stocked, the atmosphere electric, and every cheer, tackle and screamer will feel like you’re right there on the terraces. Whether you bleed blue or just love the beautiful game, this is the place to be come kick-off.
Rotermann Quarter Summer Terraces Opening Party
Rotermann Quarter, Tallinn
Saturday, 31 May from 12.00 to 22.00
Rotermann’s turning up the heat with a full-blown garden party to kick off the season in style. Think sun-drenched vibes, cracking live music and street party energy, all set against the backdrop of one of Tallinn’s trendiest quarters.
Three stages dotted around the area will be pumping out tunes from top DJs, live acts and familiar radio voices – so expect a proper soundtrack to your summer stroll. Over 20 cafés, bars and restaurants are getting in on the action too, serving up exclusive menus and tasty one-day-only offers. Got the little ones in tow? There’s a kids’ zone packed with games, dancing and face painting to keep them buzzing while you sip, snack and soak it all in.
Exhibition “Stories of a Young Capital: The Passionate Twenties”
People’s Museum of Tallinn, Pikk 29a, Tallinn
From 22 May 2025 to 31 December 2026
Take a trip back to the roaring ’20s – Tallinn style. The Tallinn People’s Museum’s new exhibition dives into the gritty glamour of a young Estonian Republic finding its feet after war and upheaval.
Through the eyes of twelve vivid characters, visitors are whisked to the bustling New Market, where trams rattle past, radio waves hum and modern life begins to flicker into focus. It’s a world of sharp contrasts – joblessness and refugee struggles alongside fresh hope and bold ideas. Rich in stories and atmosphere, this is history brought to life on the city’s streets.
Brought to you in collaboration with Gamma. Want more like this? Get Tallinn’s best events delivered straight to your inbox – three times a week, totally free. Just hit subscribe to join the Gamma newsletter.
